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Winter Park Homes For Sale & Real Estate - 185 homes

Winter Park homes for sale are located in Orange County, Florida. Find homes in Winter Park for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Winter Park houses.

Location: Winter Park

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  • 1601 OAKHURST AVENUE, WINTER PARK, FL 32789

    $898,00074 Days on yellowkey   MLS ID: O5921404

    2 Days Off yellowkey (back on 2/13/2021)

    For Sale O5921404 - 1601 OAKHURST AVENUE, WINTER PARK, FL 32789 44 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 2208
       Built: 1989   Tax: $9,088 (2020)
    Community: Comstock Park
    Pool: No

    Single Family


    Estimated Monthly Payment: $5,678 (change assumption)
    Mortgage ($4,920) + Taxes in 2020 ($757)

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    Taxes:$9,088

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2020

    Middle School: Maitland Middle


  • 1754 LAKE BERRY Drive, WINTER PARK, FL 32789

    $950,00068 Days on yellowkey   MLS ID: A4491377

    For Sale A4491377 - 1754 LAKE BERRY Drive, WINTER PARK, FL 32789 23 photos

    Bed: 5   Bath: 4.0
    Liv Area Sq Ft: 2866
       Built: 1984
    Monthly Fee: $42
       Tax: $6,840 (2020)
    Community: Waterbridge
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $5,817 (change assumption)
    Mortgage ($5,205) + Fees ($42) + Taxes in 2020 ($570)

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    Taxes:$6,840

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2020

    Middle School: Glenridge Middle


  • 3152 WATER EDGE POINT, WINTER PARK, FL 32792

    $550,00068 Days on yellowkey   MLS ID: O5923338

    For Sale O5923338 - 3152 WATER EDGE POINT, WINTER PARK, FL 32792 37 photos

    Bed: 6   Bath: 4.0
    Liv Area Sq Ft: 3310
       Built: 2000
    Monthly Fee: $17
       Tax: $3,270 (2020)
    Community: Lost Creek
    Pool: No

    Single Family


    Estimated Monthly Payment: $3,303 (change assumption)
    Mortgage ($3,014) + Fees ($17) + Taxes in 2020 ($272)

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    Taxes:$3,270

    Elementary School: None

    High School: Lake Howell High

    Tax Year: 2020

    Middle School: None


  • 1690 DALE AVENUE, WINTER PARK, FL 32789

    $449,00087 Days on yellowkey   MLS ID: O5919002

    8 Days Off yellowkey (back on 2/12/2021)

    For Sale O5919002 - 1690 DALE AVENUE, WINTER PARK, FL 32789 40 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1474
       Built: 1958   Tax: $5,098 (2020)
    Community: Comstock Park
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,885 (change assumption)
    Mortgage ($2,460) + Taxes in 2020 ($425)

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    Taxes:$5,098

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2020

    Middle School: Maitland Middle


  • 2278 MARSH SEDGE LANE, WINTER PARK, FL 32792

    $899,175246 Days on yellowkey   MLS ID: O5885959

    INCREASED by $10,000 (1.1%) on 02/12/2021

    For Sale O5885959 - 2278 MARSH SEDGE LANE, WINTER PARK, FL 32792 24 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 4266
       Built: 2018
    Monthly Fee: $170
       Tax: $1,196 (2020)
    Community: Hawks Crest
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $5,197 (change assumption)
    Mortgage ($4,927) + Fees ($170) + Taxes in 2020 ($100)

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    Taxes:$1,196

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2020

    Middle School: Tuskawilla Middle


  • 7350 SWALLOW RUN UNIT 7350, WINTER PARK, FL 32792

    $125,00068 Days on yellowkey   MLS ID: O5923398

    For Sale O5923398 - 7350 SWALLOW RUN UNIT 7350, WINTER PARK, FL 32792 12 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 774
       Built: 1983
    Monthly Fee: $297
       Tax: $1,099 (2020)
    Community: Whisperwood Condo 02
    Pool: No

    Condo


    Estimated Monthly Payment: $1,073 (change assumption)
    Mortgage ($685) + Fees ($297) + Taxes in 2020 ($92)

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    Taxes:$1,099

    Elementary School: None

    High School: None

    Tax Year: 2020

    Middle School: None


  • 661 COLUMBIA DRIVE, WINTER PARK, FL 32789

    $2,795,000128 Days on yellowkey   MLS ID: O5911224

    4 Days Off yellowkey (back on 2/12/2021)

    For Sale O5911224 - 661 COLUMBIA DRIVE, WINTER PARK, FL 32789 58 photos

    Bed: 4   Bath: 4.5
    Liv Area Sq Ft: 4349
       Built: 1972   Tax: $29,442 (2019)
    Community: Green Oaks Rep 02
    Pool: No

    Single Family


    Estimated Monthly Payment: $17,768 (change assumption)
    Mortgage ($15,315) + Taxes in 2019 ($2,454)

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    Taxes:$29,442

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2019

    Middle School: Maitland Middle


  • 251 E CANTON AVENUE UNIT 251, WINTER PARK, FL 32789

    $329,00075 Days on yellowkey   MLS ID: O5921989

    REDUCED by $36,000 (9.9%) on 02/12/2021

    For Sale O5921989 - 251 E CANTON AVENUE UNIT 251, WINTER PARK, FL 32789 34 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 733
       Built: 1971   Tax: $3,877 (2020)
    Community: Village Winterset Inc
    Pool: No

    Condo


    Estimated Monthly Payment: $2,126 (change assumption)
    Mortgage ($1,803) + Taxes in 2020 ($323)

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    Taxes:$3,877

    Elementary School: None

    High School: None

    Tax Year: 2020

    Middle School: None


  • 151 N ORLANDO AVENUE UNIT 247, WINTER PARK, FL 32789

    $209,00069 Days on yellowkey   MLS ID: O5923184

    For Sale O5923184 - 151 N ORLANDO AVENUE UNIT 247, WINTER PARK, FL 32789 23 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 768
       Built: 1960   Tax: $1,083 (2020)
    Community: Lake Killarney Condo
    Pool: No

    Condo


    Estimated Monthly Payment: $1,235 (change assumption)
    Mortgage ($1,145) + Taxes in 2020 ($90)

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    Taxes:$1,083

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2020

    Middle School: College Park Middle


  • 2500 LEE ROAD UNIT 233, WINTER PARK, FL 32789

    $149,00069 Days on yellowkey   MLS ID: O5922482

    For Sale O5922482 - 2500 LEE ROAD UNIT 233, WINTER PARK, FL 32789 38 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 645
       Built: 1969   Tax: $1,438 (2020)
    Community: Lakeside Manor Apts Condo
    Pool: No

    Condo


    Estimated Monthly Payment: $936 (change assumption)
    Mortgage ($816) + Taxes in 2020 ($120)

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    Taxes:$1,438

    Elementary School: None

    High School: None

    Tax Year: 2020

    Middle School: None


  • 1114 GOLFSIDE DRIVE, WINTER PARK, FL 32792

    $550,00069 Days on yellowkey   MLS ID: O5923317

    For Sale O5923317 - 1114 GOLFSIDE DRIVE, WINTER PARK, FL 32792 35 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 2305
       Built: 1970   Tax: $4,748 (2020)
    Community: Golfside Sec 02
    Pool: No

    Single Family


    Estimated Monthly Payment: $3,409 (change assumption)
    Mortgage ($3,014) + Taxes in 2020 ($396)

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    Taxes:$4,748

    Elementary School: None

    High School: None

    Tax Year: 2020

    Middle School: None


  • 3715 VINSETTA COURT, WINTER PARK, FL 32792

    $659,00071 Days on yellowkey   MLS ID: O5922620

    REDUCED by $20,900 (3.1%) on 02/11/2021

    For Sale O5922620 - 3715 VINSETTA COURT, WINTER PARK, FL 32792 43 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 3082
       Built: 2015
    Monthly Fee: $155
       Tax: $7,042 (2020)
    Community: Lakeside Estates
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $4,353 (change assumption)
    Mortgage ($3,611) + Fees ($155) + Taxes in 2020 ($587)

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    Taxes:$7,042

    Elementary School: None

    High School: None

    Tax Year: 2020

    Middle School: None


  • 1687 PERUVIAN LANE, WINTER PARK, FL 32792

    $285,00069 Days on yellowkey   MLS ID: O5923259

    For Sale O5923259 - 1687 PERUVIAN LANE, WINTER PARK, FL 32792 21 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1307
       Built: 1960   Tax: $2,241 (2020)
    Community: Eastbrook Sub Unit 06
    Pool: No

    Single Family


    Estimated Monthly Payment: $1,748 (change assumption)
    Mortgage ($1,562) + Taxes in 2020 ($187)

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    Taxes:$2,241

    Elementary School: None

    High School: None

    Tax Year: 2020

    Middle School: None


  • 2708 WRIGHT AVENUE, WINTER PARK, FL 32789

    $1,049,00069 Days on yellowkey   MLS ID: O5922541

    For Sale O5922541 - 2708 WRIGHT AVENUE, WINTER PARK, FL 32789 43 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 3226
       Built: 2018   Tax: $12,165 (2020)
    Community: Parklando 02
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $6,762 (change assumption)
    Mortgage ($5,748) + Taxes in 2020 ($1,014)

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    Taxes:$12,165

    Elementary School: Audubon Park K-8

    High School: Winter Park High

    Tax Year: 2020

    Middle School: Audubon Park K-8


  • 830 W CANTON AVENUE, WINTER PARK, FL 32789

    $680,00069 Days on yellowkey   MLS ID: O5922811

    For Sale O5922811 - 830 W CANTON AVENUE, WINTER PARK, FL 32789 28 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1965
       Built: 2018   Tax: $8,165 (2020)
    Community: Tax Equities Inc Rep
    Pool: No

    Single Family


    Estimated Monthly Payment: $4,406 (change assumption)
    Mortgage ($3,726) + Taxes in 2020 ($680)

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    Taxes:$8,165

    Elementary School: None

    High School: Winter Park High

    Tax Year: 2020

    Middle School: Glenridge Middle


  • 5315 PINE LILY CIRCLE, WINTER PARK, FL 32792

    $515,00069 Days on yellowkey   MLS ID: O5923192

    For Sale O5923192 - 5315 PINE LILY CIRCLE, WINTER PARK, FL 32792 35 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 2435
       Built: 2014
    Monthly Fee: $115
       Tax: $4,880 (2020)
    Community: Sanctuary At Aloma
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $3,343 (change assumption)
    Mortgage ($2,822) + Fees ($115) + Taxes in 2020 ($407)

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    Taxes:$4,880

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2020

    Middle School: Tuskawilla Middle


  • 1840 ANZLE AVENUE, WINTER PARK, FL 32789

    $309,50069 Days on yellowkey   MLS ID: O5922952

    For Sale O5922952 - 1840 ANZLE AVENUE, WINTER PARK, FL 32789 2 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1319
       Built: 1949   Tax: $1,786 (2020)
    Community: Sylvan Heights
    Pool: No

    Single Family


    Estimated Monthly Payment: $1,845 (change assumption)
    Mortgage ($1,696) + Taxes in 2020 ($149)

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    Taxes:$1,786

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2020

    Middle School: Glenridge Middle


  • 2126 ALBERT LEE PARKWAY, WINTER PARK, FL 32789

    $299,90069 Days on yellowkey   MLS ID: O5915573

    For Sale O5915573 - 2126 ALBERT LEE PARKWAY, WINTER PARK, FL 32789 17 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1187
       Built: 1956   Tax: $2,904 (2020)
    Community: Albert Lee Ridge
    Pool: No

    Single Family


    Estimated Monthly Payment: $1,885 (change assumption)
    Mortgage ($1,643) + Taxes in 2020 ($242)

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    Taxes:$2,904

    Elementary School: None

    High School: None

    Tax Year: 2020

    Middle School: None


  • 2640 N LAKEMONT AVENUE, WINTER PARK, FL 32792

    $415,00076 Days on yellowkey   MLS ID: O5920788

    REDUCED by $10,000 (2.4%) on 02/11/2021

    For Sale O5920788 - 2640 N LAKEMONT AVENUE, WINTER PARK, FL 32792 34 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2048
       Built: 1999   Tax: $1,682 (2020)
    Community: Temple Terrace Annex
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,414 (change assumption)
    Mortgage ($2,274) + Taxes in 2020 ($140)

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    Taxes:$1,682

    Elementary School: None

    High School: None

    Tax Year: 2020

    Middle School: None


  • 2801 BOWER ROAD, WINTER PARK, FL 32792

    $429,900139 Days on yellowkey   MLS ID: O5909224

    24 Days Off yellowkey (back on 2/10/2021)

    For Sale O5909224 - 2801 BOWER ROAD, WINTER PARK, FL 32792 26 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1633
       Built: 1965   Tax: $1,825 (2019)
    Community: Winter Park Pines
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,508 (change assumption)
    Mortgage ($2,356) + Taxes in 2019 ($152)

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    Taxes:$1,825

    Elementary School: Aloma Elem

    High School: Winter Park High

    Tax Year: 2019

    Middle School: Glenridge Middle




Why Bother Searching Elsewhere for Winter Park Homes for Sale and Other Real Estate?

Winter Park home, townhome, condo, villa, and other listing sales data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on houses for sale in Winter Park. You can use our website to view Multiple Listing Service (MLS) data on Winter Park Real Estate. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our Winter Park listings.



Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, South Broward Board of REALTORS®, MIAMI MLS, JTHS MLS, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2021 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.